Question

Pre-lab Questions 1. An epoxide contains a three-tom, cyclic ether as a functional group. The simple po thylene aide h property of you. This makes the carbonched to the yout mack. This is followed by a proto transfer stap Fin the missing products for the following diagram Gachong You should tama mencophesused as reagere. The stone is done by the c coded to you fore out the be o lor 2. Draw the detailed, arrow pushing mechanism for the epoxidation of cyclohexene wat read the tutorials on Canvas if you don't know where to start.) Which even from the pros and is added to the cyclohexene? the cyclohexene being died or reduced? Explain Asted in the procedure, but formation is an indication that the reactions happening What do these bubbles tell you about the energetics of the reaction? hint thermico endothermic) d. What happens to the relative stereochemistry of the two wdrons that reached to the carboinvolved in the double bond in the starting w i th othe NMR spectra Are they chemical entor How will these two hydrogens appear on inequivalent? Explain The reac heme for this menti indude this in and the r e for the product Read the procedure for fors de producted from a the CSA byproduct catolic acid i ng and puring the cted-CP How the p de product with roducted from 5 Fantholow h ow amoures to use and theoretical Amounts Reactant се Product from last Epoxide produs 172.57 gol 214 mol

Answer 1

1. An oposcide is a three membered ving. Due to this, it has much angular. Strain as it bond angles (60°) are much smaller than the tetrahedral angle (109° 28'). clearly the bonds in epoxides are much weaker than in ordinary ether and thes, they tend to open readily. @ When an epoxide is heated with nucleophile like H2O, ROH be in the presence of an acid it undergoes c-o cleavage phot Ć - & H+ Tunt . - NU-H C. Ž-u - C C + H A strong the @ when an eposside is treated with a nucleophilic reagent like Sodium alkeside eposuda unclergoes cleavage. of

O NASH NASH CH₂ - CH₂ - St OH CH2 - CH2 CH OH SH Ht CH2 - CH2 H2O OH OH Ethylene glyenl. Hol CH2 – CH2 á OH el OH de 2- Chlero ethanol, NACN CH2 - CH2 a l o na o Nat NaOH CH2 - CH2 OH o Wat NaOCH 3 CH2 - CH2 I OCH O Nat CH₂ - CH2 CltzoH OH OCH₃